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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547983Generated: October 25, 2026

Benzimidazole → methyl 5-((3-(1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)-2-(4-bromophenyl)-2-isopropylpentanoate

https://huagongshe.com/reaction/547983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzimidazoleHCID 5798—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(3-(methylamino)propyl)-1H-benzimidazoleHCID 3145400—
Reactant5-Bromo-2-(4-bromophenyl)-2-isopropylpentanoic acid methyl esterHCID 46855860—
SolventEthanolHCID 702—
Productmethyl 5-((3-(1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)-2-(4-bromophenyl)-2-isopropylpentanoateHCID 25194889—

Reaction Steps

After the 5-bromo-2-(4-bromophenyl)-2-isopropylpentanoic acid methyl ester (1 g, 1 eq) was dissolved in ethanol, [3-(1H-benzimidazole-2-yl)propyl]methylamine (0.66 g, 1 eq) as a benzimidazole derivative, and potassium carbonate (0.58 g, 1.2 eq) were added into the solution and heated and refluxed for 3 hours. When the reaction was completed, the precipitate was filtrated and the solvent was removed at low pressures. The target compound 5-{[3-(1H-benzimidazole-2-yl)propyl]methylamino}-2-(4-bromophenyl)-2-isopropyl pentanoic acid methyl ester was obtained by separation and purification of the mixture using a column chromatography (ethyl acetate:methanol=10:1) (635 mg, 36%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939672B2
Source datasetuspto-grants-2011_05
ORD IDord-5321683e037b475da4be1cc9822381d0
Source noteuspto-grants-2011_05